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Stereoselective SN2′ additions to chiral acyclic vinyloxiranes

✍ Scribed by James A. Marshall; Joseph D. Trometer

Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
224 KB
Volume
28
Category
Article
ISSN
0040-4039

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✦ Synopsis

Additions of LiMezCu to acyclic vinyloxiranes 4, 5, 6, and 7 proceed predominately anti &2' to afford the (E)-allylic alcohol products.

The SN~' addition of organocopper reagents to vinyloxiranes is a well established synthetic route to allylic alcohols. However, except for the initial observation of this reaction1 (eq. l), all applications

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Diastereoselective addition of a number of Grignard reagents to chiral p-toluene sul®nimines 2b±2d under the mediation of copper salts aorded various protected a-branched amines.